
%0 Journal Article
%A Tilbrook, Matthew G. 
%A Stick, Robert V. 
%A Williams, Spencer J. 
%T &#946;-Acarbose. VII. Approaches Towards the Synthesis of Some <emph type="2">N</emph>-Linked Carba-Oligosaccharides
%J Australian Journal of Chemistry
%D 1999/11/11
%V 52
%N 9
%P 885-894
%K 
%R https://doi.org/10.1071/CH99030
%U https://www.publish.csiro.au/paper/CH99030 
%X 3,4-Anhydro-1,6-dideoxy-1,6-episeleno-&#946;-D-glucose was treated with cyclohexylamine to afford an amino diol which was subsequently converted into a cyclic carbamate, a compound shown to be a moderately successful glycosyl donor. Treatment of the same 3,4-anhydro sugar and the 1,6-epithio analogue with a 1-epivalienamine derivative afforded the corresponding secondary amines which were converted into the analogous cyclic carbamates. The epithio analogue was unsuccessful as a glycosyl donor, failing to glycosylate a carbohydrate alcohol. On the other hand, the episeleno compound appeared to function as a glycosyl donor but decomposition of the product occurred under the conditions necessary for its isolation. 
